Siesta Key, FL Homes

/56
$1,370,000 Pending
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
5750 Midnight Pass Rd Unit 704, Sarasota, FL 34242

Under contract-accepting backup offers. Poised above the world-famous quartz sands of Siesta Key, this penthouse-level residence delivers a front-row seat to the Gulf of Mexico—where breathtaking beach views, refined modern design, and resort-style living come together in one extraordinary coastal retreat. Welcome to 5750 Midnight Pass Road, Unit #704, a top-floor, move-in-ready condominium

Adnan Dedic COMPASS FLORIDA LLC

5750 Midnight Pass Rd Unit 704, Sarasota, FL 34242
/18
$6,500 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
1255 E Peppertree Dr Unit 305, Sarasota, FL 34242

his property is a 30 night minimum.1255 - 305 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay.Open kitchen floor plan. Dual sink vanity in Master bathroom. Living room has a sleeper sofa available. Condo is located on third floor. Equipped with Xfinity cable service and free Wi-Fi. Assigned covered parking located in parking garage.Approx. 1250 Sq. Ft.

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1255 E Peppertree Dr Unit 305, Sarasota, FL 34242
/2
$1,595,000 Sold Sep 02, 2025

5121 Oxford Dr, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,270 Sq Ft
- Built 1983
Last Sold Summary
- $703/SF
- 1 Day On Market
Current Estimated Value $1,568,278

Last Listing Agent Mark Coppens EXP REALTY LLC

5121 Oxford Dr, Sarasota, FL 34242

/69
Est $574,528 Not Listed For Sale

5600 Beach Way Dr Unit 209, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
- Built 1970
5600 Beach Way Dr Unit 209, Sarasota, FL 34242

Last Sold Summary
- 3% Below List Price
- $499/SF
- 0 Days On Market
Last Sold Price $590,000

Last Listing Agent Michael Bridges RE/MAX

/67
$775,000
- 2 Beds
- 2 Baths
- 894 Sq Ft
6312 Midnight Pass Rd Unit 305S, Sarasota, FL 34242

Positioned directly on the sands of world-famous Siesta Key, this 2-bedroom, 2-bath en-suite condominium offers the perfect blend of personal getaway and income-producing investment. Fully furnished and thoughtfully configured for vacation living, this residence is already an active vacation rental with proven historical returns, making it an ideal opportunity for buyers seeking a property that

Ryndie Brusco MICHAEL SAUNDERS & COMPANY

6312 Midnight Pass Rd Unit 305S, Sarasota, FL 34242
/33
$6,000 per month
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- Condo for Rent
1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242

Welcome to your slice of paradise in Gulf & Bay Club Bayside, a highly sought-after community located on beautiful Siesta Key, Florida. Professionally managed by Gulf Coast Vacation rentals, this first-floor 2-bedroom, 2-bathroom lakefront condo offers the perfect blend of coastal charm and resort-style living. From the moment you step inside, you’ll be greeted by a beachy, relaxed vibe that

Andy Moore GULF COAST REALTY & MANAGEMENT

1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242
/2
$20,000 Sold Mar 03, 2026

915 Seaside Dr Unit 511, Weeks 2-3, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 2,625 Sq Ft
- Built 2009
Last Sold Summary
- 43% Below List Price
- $8/SF
- 51 Days On Market
Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

915 Seaside Dr Unit 511, Weeks 2-3, Sarasota, FL 34242

/61
Est $966,776 Not Listed For Sale

1319 Dockside Place Unit 221, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,827 Sq Ft
- Built 1982
1319 Dockside Place Unit 221, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $588/SF
- 141 Days On Market
Last Sold Price $1,075,000

Last Listing Agent Robert Ruiz WILLIAM RAVEIS REAL ESTATE

/31
$950,000
- 2 Beds
- 2 Baths
- 1,122 Sq Ft
757 Beach Rd Unit 310, Sarasota, FL 34242

Front row view of the world-renowned Siesta Key Beach. This unit is situated right across from the public beach and is withing 0.9 miles/3 minutes to the village. This turnkey fully furnished and equipped unit is move in ready. Right thru the front door you are greeted with an open floor plan overlooking the beach and the gulf water views. Smell the salt air as you lounge or dine on your large

Shirley LaGrange COLDWELL BANKER REALTY

757 Beach Rd Unit 310, Sarasota, FL 34242
/10
$8,340 per month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit C06, Sarasota, FL 34242

C6 is a lovely unit, has been remodeled and is awaiting your arrival. It can accommodate up to 6. The spacious living room/dining room has all new furniture, including a large couch, two recliners, coffee, and end tables. In the dining area you will find a new dining table and chairs and a ceiling fan. There is also a wall-mounted 55” UHD Smart TV. The very large Master Bedroom has a king-size

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit C06, Sarasota, FL 34242
/2
$690,000 Sold Nov 24, 2025

114 Whispering Sands Dr Unit V21, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,387 Sq Ft
- Built 1968
Last Sold Summary
- 5% Below List Price
- $497/SF
- 0 Days On Market
Current Estimated Value $684,655

Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

114 Whispering Sands Dr Unit V21, Sarasota, FL 34242

/36
Est $560,675 Not Listed For Sale

1400 Cove Place Unit 631, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Built 1979
1400 Cove Place Unit 631, Sarasota, FL 34242

Last Sold Summary
- 12% Below List Price
- $744/SF
- 11 Days On Market
Last Sold Price $640,000

Last Listing Agent Grace Bergeron MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC

/49
$1,350,000
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
6300 Midnight Pass Rd Unit 708, Sarasota, FL 34242

Rising gracefully along the shores of Siesta Key, Crystal Sands is one of the island’s most recognizable Gulf-front landmarks, celebrated for its soft architectural curves and commanding 12-story presence at the water’s edge. This7th-floor, two-bedroom, two-bath residence in desirable Stack 8 captures sweeping northwest views and unforgettable sunsets stretching across the horizon. Inside, the

Rudy Dudon MICHAEL SAUNDERS & COMPANY

6300 Midnight Pass Rd Unit 708, Sarasota, FL 34242
/14
$8,970 per month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit B02, Sarasota, FL 34242

Find your Happy Place here in this LARGE 2 bedroom/2 bathroom, private entrance villa. There is new granite in the kitchen which is fully equipped. The master bedroom is furnished with a king size bed. The master vanity for the ladies comes with a hairdryer. The master bath features a walk-in shower with new tile and granite, all new from top to bottom. The second bedroom provides two double

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit B02, Sarasota, FL 34242
/2
$550,000 Sold May 27, 2025

6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 748 Sq Ft
- Built 1967
Last Sold Summary
- $735/SF
- 1 Day On Market
Current Estimated Value $528,168

Last Listing Agent Scotty Ledford VUE REALTY, LLC

6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242

/30
Est $716,407 Not Listed For Sale

5963 Midnight Pass Rd Unit 331, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
- Built 1974
5963 Midnight Pass Rd Unit 331, Sarasota, FL 34242

Last Sold Summary
- 13% Below List Price
- $650/SF
- 66 Days On Market
Last Sold Price $825,000

Last Listing Agent Linda Stowe Michael Saunders

/37
$2,500,000
- 4 Beds
- 3.5 Baths
- 3,250 Sq Ft
1248 Northport Dr, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Siesta Key, island living at its best. Welcome to your waterside home where you’ll enjoy a carefree, tropical lifestyle all year long. This home has been nicely maintained along with an extensive addition completed in 2015. The original home included two guest bedrooms with adjoining Jack and Jill bath plus a primary suite. The 1,200-square-foot

Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY

1248 Northport Dr, Sarasota, FL 34242
/10
$7,500 per month
- 2 Beds
- 1 Bath
- 941 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit C05, Sarasota, FL 34242

Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit C05, Sarasota, FL 34242
/2
$1,175,000 Sold Feb 10, 2026

19 Whispering Sands Dr Unit 1204, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1973
Last Sold Summary
- 9% Below List Price
- $917/SF
- 9 Days On Market
Current Estimated Value $1,271,573

Last Listing Agent Chelsa Vahtomin COLDWELL BANKER REALTY

19 Whispering Sands Dr Unit 1204, Sarasota, FL 34242

/30
Est $547,400 Not Listed For Sale

5855 Midnight Pass Rd Unit 127, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 1976
5855 Midnight Pass Rd Unit 127, Sarasota, FL 34242

Last Sold Summary
- $521/SF
- 368 Days On Market
Last Sold Price $550,000

Last Listing Agent Ethel Lovelace Michael Saunders

/34
$2,240,000
- 3 Beds
- 2.5 Baths
- 1,670 Sq Ft
462 Island Cir, Sarasota, FL 34242

Beaches, Boating & Bistros. This 3 bedroom, 3 bathroom home has it all. Beaches: Located on Palm Island, an Island on an Island only a 2-minute walk to the world-famous cool quartz sands of Siesta Beach (Beach Access #10). You can walk for miles along the sparkling Gulf waters and watch the dolphins play. Kick back on the white sand, go swimming in the clear water, or simply admire the sunset —

Dan Miller PREFERRED SHORE LLC

462 Island Cir, Sarasota, FL 34242
/15
$6,900 per month
- 2 Beds
- 1.5 Baths
- 836 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit B07, Sarasota, FL 34242

Welcome to Villa B07! This unit has been completely renovated with all new flooring, walls, windows, doors, kitchen cabinets, granite countertop, state-of-the-art stainless-steel appliances, a new full bath with walk-in shower and new vanity, new half bath with new vanity, and a new hot/cold shower on the outside of the villa. The two bedrooms sleep 4 comfortably but there is a queen-sized

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit B07, Sarasota, FL 34242
/2
$2,875,000 Sold Oct 24, 2025

5169 Sandy Shore Ave, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,885 Sq Ft
- Built 2015
Last Sold Summary
- 18% Below List Price
- $997/SF
- 219 Days On Market
Current Estimated Value $2,850,854

Last Listing Agent Andy Barnhardt WATERSIDE REALTY LLC

5169 Sandy Shore Ave, Sarasota, FL 34242

/46
Est $601,454 Not Listed For Sale

141 Avenida Messina Unit 1, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 900 Sq Ft
- Built 1966
141 Avenida Messina Unit 1, Sarasota, FL 34242

Last Sold Summary
- 6% Below List Price
- $711/SF
- 119 Days On Market
Last Sold Price $640,000

Last Listing Agent Susan Christy BANZHAF & ASSOCIATES INC

/47
$2,249,000 Pending
- 4 Beds
- 3 Baths
- 2,497 Sq Ft
3919 Roberts Point Rd, Sarasota, FL 34242

Under contract-accepting backup offers. MOTIVATED SELLER!!Located in the highly sought-after Siesta Key area with convenient access to Shell Beach, this beautifully constructed 4-bedroom, 3-bath home was built in 2016. The residence features concrete block construction on the first floor, a framed second floor with durable synthetic siding, IMPACT WINDOWS AND DOORS, a METAL ROOF, and stained

Kathy White PREFERRED SHORE LLC

3919 Roberts Point Rd, Sarasota, FL 34242
/17
$10,200 per month
- 2 Beds
- 2 Baths
- 1,190 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242

Welcome to Casa Blanca A-15, your beautiful beach retreat just steps from the powdery white sands of Siesta Key’s private Crescent Beach. This spacious, totally remodeled (August 2025) 2- bedroom, 2-bath villa blends coastal charm with modern comfort, offering everything you need for a relaxing getaway.Step inside and feel the open, airy flow of this sunlit villa. The master suite features an

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242
/2
$1,400,000 Sold Jul 28, 2025

309 Avenida Milano, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,439 Sq Ft
- Built 1974
Last Sold Summary
- $973/SF
- 64 Days On Market
Current Estimated Value $1,325,318

Last Listing Agent Tim Yocum, Sr COLDWELL BANKER REALTY

309 Avenida Milano, Sarasota, FL 34242

/62
Est $893,040 Not Listed For Sale

6145 Midnight Pass Rd Unit Villa F-8, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,212 Sq Ft
- Built 1968
6145 Midnight Pass Rd Unit Villa F-8, Sarasota, FL 34242

Last Sold Summary
- 19% Above List Price
- $619/SF
- 115 Days On Market
Last Sold Price $750,000

Last Listing Agent Suki Scollo COLDWELL BANKER REALTY

/39
$1,400,000
- 2 Beds
- 2 Baths
- 1,498 Sq Ft
5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242

An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated

Linda Stowe MICHAEL SAUNDERS & COMPANY

5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242
/28
$8,250 per month
- 2 Beds
- 2 Baths
- 1,552 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 52A, Sarasota, FL 34242

Let’s all go to the beach! Villa 52S at Aloha Kai is a spacious and bright 3-bedroom, 2-bath getaway with plenty of room for everyone to relax and enjoy. The large, open kitchen is perfect for gathering with friends and family to prepare drinks, snacks, or full meals to enjoy in the dining room or on your private rooftop patio. For added convenience, this villa also includes a washer and dryer.

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 52A, Sarasota, FL 34242
/2
$975,000 Sold Dec 09, 2025

568 Venice Ln, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,818 Sq Ft
- Built 1975
Last Sold Summary
- 13% Below List Price
- $536/SF
- 141 Days On Market
Current Estimated Value $1,010,526

Last Listing Agent Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

568 Venice Ln, Sarasota, FL 34242

/2
Est $3,882,240 Not Listed For Sale

5310 Avenida Del Mare, Siesta Key, FL 34242
- 5 Beds
- 8 Baths
- 3,759 Sq Ft
- Built 2023
5310 Avenida Del Mare, Siesta Key, FL 34242

Last Sold Summary
- 12% Below List Price
- $1,171/SF
- 132 Days On Market
Last Sold Price $4,400,000

Last Listing Agent Rudy Dudon Michael Saunders

/45
$1,240,000
- 2 Beds
- 2 Baths
- 1,285 Sq Ft
5830 Midnight Pass Rd Unit 705, Sarasota, FL 34242

Welcome to your beachfront oasis! NEXT AVAILABLE TO SHOW MARCH 28 between 10:00 and 2:00. VIDEO WALK THROUGH AVAILABLE UPON REQUEST. Discover your perfect getaway in this beautifully refreshed 7th-floor condo, offering stunning balcony views of the Gulf of Mexico. The Seller is amenable to CREDIT THE BUYER AT CLOSING, AN AMOUNT COVERING 6 MONTHS OF THE CURRENT HOA FEES – subject a satisfactory

Beverly Schroeder PLUMLEE GULF BEACH REALTY

5830 Midnight Pass Rd Unit 705, Sarasota, FL 34242
/14
$7,500 per month
- 2 Beds
- 2 Baths
- 889 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242

This is a lovely updated villa is just steps away from Siesta Key's white sand beach. Master bedroom has a king bed and guest bedroom has 2 queens. his unit can occupy up to 6 persons comfortably with 3 LCD Flat Screen Televisions with DVD players and 1 CD Player. The unit has beautiful Tile Floors throughout, and a Screened Lanai. Free Unlimited local and long Distance calls to US and Canada as

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242
/2
$869,000 Sold Mar 12, 2026

795 Plymouth St, Sarasota, FL 34242
- 4 Beds
- 2.5 Baths
- 1,967 Sq Ft
- Built 1986
Last Sold Summary
- 24% Below List Price
- $442/SF
- 181 Days On Market
Current Estimated Value $930,039

Last Listing Agent Stephanie Church COLDWELL BANKER REALTY

795 Plymouth St, Sarasota, FL 34242

/83
Est $579,576 Not Listed For Sale

101 Whispering Sands Dr Unit 203, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
- Built 1969
101 Whispering Sands Dr Unit 203, Sarasota, FL 34242

Last Sold Summary
- 5% Above List Price
- $433/SF
- 1 Day On Market
Last Sold Price $550,000

Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

/75
$899,998
- 1 Bed
- 1 Bath
- 1,041 Sq Ft
6140 Midnight Pass Rd Unit 101, Sarasota, FL 34242

Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 1⁄2

Suki Scollo COLDWELL BANKER REALTY

6140 Midnight Pass Rd Unit 101, Sarasota, FL 34242
/10
$6,900 per month
- 2 Beds
- 1.5 Baths
- 836 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit B05, Sarasota, FL 34242

The owners have just replaced the carpet in this beautifully appointed 2 bedroom one and one half bathroom unit. There is private wireless for your enjoyment, while being just steps away from the refreshing pool and a short walk to the beach this unit is waiting for you. Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned.

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit B05, Sarasota, FL 34242
/2
$1,300,000 Sold Jun 11, 2025

329 Avenida Leona, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,664 Sq Ft
- Built 1972
Last Sold Summary
- 20% Below List Price
- $781/SF
- 81 Days On Market
Current Estimated Value $1,253,993

Last Listing Agent Randy Owens COLDWELL BANKER REALTY

329 Avenida Leona, Sarasota, FL 34242

/37
Est $573,388 Not Listed For Sale

1300 Cove II Place Unit 731, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Built 1979
1300 Cove II Place Unit 731, Sarasota, FL 34242

Last Sold Summary
- 18% Below List Price
- $813/SF
- 2 Days On Market
Last Sold Price $699,000

Last Listing Agent Michael A Martino KELLER WILLIAMS ON THE WATER S

Showing Results 201 - 240, Page 6 of 18

Florida Sarasota County Siesta Key

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